I am in the process of securing the help of an artist for my project,
but he's a casual computer user (doesn't know ssh/scp) and I'm trying
very hard to make everything as painless and pleasant as possible for
him to secure his help.

In order to do that, I decided to create a view that will allow the
artist to download and upload pictures in the "static" folder of my
app (similar in concept to the facility provided to translators for
the languages, except with more fine-grained access control).

Question 1:

My current strategy (security-wise) is:

1) Limit the associated controller to the artist's role

1 a) A strong and unchangeable password will be provided to the artist
(in a face-to-face meeting).

1 b) Everything will go through TLS.

2) Limit downloads/uploads to .png/.gif/.jpg files (main pitfall if
part (1) fails: not sure what would happen if a malicious user
uploaded a malicious script/binary as an image... my guess is not much
except for a very weird-looking picture for the users... possible
webside defiguration there as well).

3) I'd also limit the IP access to the artist's home IP, but his IP
will probably be dynamic. Maybe limit the area, I'll see.

4) The artistis account will be deleted once the work is done.

Any blatant oversight or possible improvement to this model?

Question 2:

The pictures in the static folder are constantly being read-accessed
during web-page requests.

My guessing is that not much will happen if the artist downloads an
image.

However, any possible complications if the artist uploads (and thus
overwrites) one of the pictures while a page needing it is requested?

Thanks in advance for the feedback.

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